Dynamical dimer structure and liquid structure of fatty acids in their binary liquid mixture: dodecanoic and 3-phenylpropionic acids system.

Abstract:

:Dimer structure and liquid structure of fatty acids in the binary liquid mixture of dodecanoic (LA) and 3-phenylpropionic acids (PPA) were studied through the measurements of DSC, self-diffusion coefficient (D), density, viscosity, 13C NMR spin-lattice relaxation time, small-angle X-ray scattering (SAXS), and small-angle neutron scattering (SANS). The phase diagram of LA/PPA mixture exhibited a typical eutectic pattern, which means that LA and PPA are completely immiscible in solid phase. In the liquid phase of the LA/PPA mixture, D of LA always differed from that of PPA irrespective of their compositions. This exhibited that, in the liquid phase of the binary mixture of fatty acids giving a complete eutectic in the solid phase, the fatty acid dimers are composed of the same fatty acid species irrespective of their compositions. The liquid structure of the LA/PPA mixture was clarified through the SAXS and also the SANS measurements.

journal_name

Chem Phys Lipids

authors

Iwahashi M,Takebayashi S,Umehara A,Kasahara Y,Minami H,Matsuzawa H,Inoue T,Takahashi H

doi

10.1016/j.chemphyslip.2004.01.005

subject

Has Abstract

pub_date

2004-05-01 00:00:00

pages

195-208

issue

2

eissn

0009-3084

issn

1873-2941

pii

S000930840400012X

journal_volume

129

pub_type

杂志文章
  • Hypochlorous acid-induced stress on human spermatozoa. A model for inflammation in the male genital tract.

    abstract::The fertilising ability of human spermatozoa may be impaired by inflammations of the genital tract, although details of these processes are still unknown. Hypochlorous acid (HOCl), an important product of myeloperoxidase released from stimulated neutrophils, induces a concentration-dependent increase in externalisatio...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/j.chemphyslip.2005.02.015

    authors: Lessig J,Gey C,Schiller J,Süss R,Paasch U,Grunewald S,Glander HJ,Arnhold J

    更新日期:2005-06-01 00:00:00

  • Mass spectrometric evidence for the anomalous chemical behavior of 11-dehydrothromboxane B2.

    abstract::When we subjected 11-dehydrothromboxane B2 (11-DTXB2), a metabolite of arachidonic acid, to standard chemical derivatization procedures we obtained a mixture of several products. Separation of the components was carried out by gas chromatography and their identification was accomplished through the study of their mass...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/0009-3084(95)02452-o

    authors: Ferretti A,Flanagan VP

    更新日期:1995-08-01 00:00:00

  • Iron-catalyzed reaction products of alpha-tocopherol with 1-palmitoyl-2-linoleoyl-3-sn-phosphatidylcholine (13S)-hydroperoxide.

    abstract::Alpha-tocopherol was reacted with 1-palmitoyl-2-[(9Z,11E)-(S)-13-hydroperoxy-9,11-octadecadienoyl]-3-sn-phosphatidylcholine (13-PLPC-OOH) in the presence of a lipid-soluble iron chelate, Fe(III) acetylacetonate, in methanol at 37 degrees C. The reaction product was isolated and identified as a mixture of 1-palmitoyl-2...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/s0009-3084(02)00004-x

    authors: Yamauchi R,Ozaki K,Shimoyamada M,Kato K

    更新日期:2002-02-01 00:00:00

  • Copper-induced peroxidation of phosphatidylserine-containing liposomes is inhibited by nanomolar concentrations of specific antioxidants.

    abstract::Copper-induced peroxidation of liposomal palmitoyllinoleoyl-phosphatidylcholine (PLPC) is inhibited by alpha-tocopherol at micromolar concentrations. In our previous study we found that when the liposomes contain phosphatidylserine (PS), nanomolar concentrations of Toc were sufficient to inhibit peroxidation. In an at...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/j.chemphyslip.2007.08.001

    authors: Gal S,Lichtenberg D,Bor A,Pinchuk I

    更新日期:2007-12-01 00:00:00

  • Insights into the molecular basis for fatty acyl specificities of lipases from Geotrichum candidum and Candida rugosa.

    abstract::Despite immense progress in our comprehension of lipase structure and function during the past decade, the basis for lipase acyl specificities has remained poorly understood. This review summarizes some recent advances in the understanding at the molecular-level of substrate acyl recognition by two members in a group ...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章,评审

    doi:10.1016/s0009-3084(98)00029-2

    authors: Holmquist M

    更新日期:1998-06-01 00:00:00

  • Molecular interactions and thermotropic behavior of glycosphingolipids in model membrane systems.

    abstract::The oligosaccharide chain of glycosphingolipids (GSLs) has a marked influence on their thermotropic behavior, intermolecular packing and surface electrical potential. The transition temperature and enthalpy of GSLs decrease proportionally to the complexity of the polar head group and show a linear dependence with the ...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章,评审

    doi:10.1016/0009-3084(86)90042-3

    authors: Maggio B,Fidelio GD,Cumar FA,Yu RK

    更新日期:1986-12-15 00:00:00

  • Insights on the interaction of met-enkephalin with negatively charged membranes--an infrared and solid-state NMR spectroscopic study.

    abstract::Enkephalins are pentapeptides found in the human nervous system, where they are involved in the relief of pain. The interaction of these neuropeptides with the nerve cell membranes would be a key-step in the receptor binding. We have used both Fourier-transform infrared and solid-state NMR spectroscopies to shed light...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/j.chemphyslip.2003.10.012

    authors: Marcotte I,Ouellet M,Auger M

    更新日期:2004-02-01 00:00:00

  • A histological and NMR study of the melon of the striped dolphin (Stenella coeruleoalba).

    abstract::The melon, the echolocation organ of the striped dolphin (Stenella coeruleoalba), was investigated by morphological and high-resolution (13)C nuclear magnetic resonance (NMR) methods, in order to characterize structure and composition gradient at the histological and molecular level. Morphological analysis showed that...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/j.chemphyslip.2004.10.001

    authors: Scano P,Maxia C,Maggiani F,Crnjar R,Lai A,Sirigu P

    更新日期:2005-03-01 00:00:00

  • Chemical synthesis of the 17-propanamide derivatives of stereoisomeric Δ14-17α- and 17β-estradiols: potential 17β-hydroxysteroid dehydrogenase inhibitors.

    abstract::The 17-propanamide derivatives of diastereomeric Δ(14)-17α- and 17β-estradiols, the potential candidates of a 17β-hydroxysteroid dehydrogenase (17β-HSD) inhibitor, were synthesized in 11 steps from estrone. The principal reactions employed involved in (1) conversion of estrone to the corresponding Δ(14)-estrone, (2) G...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/j.chemphyslip.2010.11.005

    authors: Iida T,Ogawa S,Tamegai H,Adachi Y,Saito H,Ikegawa S,Konishi H,Takagi A,Matsuzaki T

    更新日期:2011-02-01 00:00:00

  • Macrophage sphingolipids are essential for the entry of mycobacteria.

    abstract::Mycobacteria are intracellular pathogens that can invade and survive within host macrophages. Mycobacterial infections remain a major cause of mortality and morbidity worldwide, with serious concerns of emergence of multi and extensively drug-resistant tuberculosis. While significant advances have been made in identif...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/j.chemphyslip.2018.03.004

    authors: Viswanathan G,Jafurulla M,Kumar GA,Raghunand TR,Chattopadhyay A

    更新日期:2018-07-01 00:00:00

  • Infrared spectroscopy of glycolipids.

    abstract::The application of infrared spectroscopy to the physicochemical characterization of glycolipids as biologically important membrane constituents is described. In this contribution, the analysis of diacyl- and sphingosine-based (cerebroside, ganglioside) oligosaccharides and the class of lipid A-anchored lipooligo- and ...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章,评审

    doi:10.1016/s0009-3084(98)00078-4

    authors: Brandenburg K,Seydel U

    更新日期:1998-11-01 00:00:00

  • A spin label ESR and saturation transfer ESR study of alpha-tocopherol containing model membranes.

    abstract::An investigation into the effect of alpha-tocopherol on phospholipid model membranes has been carried out by electron spin resonance (ESR) and saturation transfer ESR. The use of stearic acid and of perdeutero -di-t-butyl nitroxide spin probes has allowed us to monitor, in particular, the effect of alpha-tocopherol on...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/0009-3084(90)90129-f

    authors: Severcan F,Cannistraro S

    更新日期:1990-03-01 00:00:00

  • Effect of alcohol chain length on tubule formation in 1,2-bis(10,12-tricosadiynoyl)-sn-glycero-3-phosphocholine.

    abstract::Aqueous dispersions of 1,2-bis(10,12-tricosadiynoyl)-sn-glycero-3-phosphocholine, on cooling below the chain melting temperature, form hollow cylindrical structures known as 'tubules'. We have studied the formation of tubules in methanol/water, ethanol/water and n-propanol/water. For each alcohol, there is a defined w...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/0009-3084(92)90021-g

    authors: Ratna BR,Baral-Tosh S,Kahn B,Schnur JM,Rudolph AS

    更新日期:1992-11-01 00:00:00

  • A particle concentration fluorescence immunoassay for Lp(a).

    abstract::The quantitation of Lp(a) by immunoassay presents a major technical problem, because the molecular mass of the (a) protein of Lp(a) can vary between 419,000 and 838,000 Da (Gaubatz et al. (1990) J. Lipid Res. 31, 603-612), and this variability is determined by at least 24 alleles of the (a) gene. In an attempt to over...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/0009-3084(94)90144-9

    authors: Kottke BA,Bren ND

    更新日期:1994-01-01 00:00:00

  • Structural studies on branched fucosphingolipids of hog gastric mucosa.

    abstract::A structural studies have been performed on new complex glycolipids extracted from hog gastric mucosa by 0.4 M sodium acetate in methanol-chloroform-water, and which were purified to homogeneity by DEAE-Sephadex and Florisil column chromatography and by preparative thin-layer chromatography in three solvent systems. F...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/0009-3084(77)90055-x

    authors: Slomiany BL,Slomiany A

    更新日期:1977-09-01 00:00:00

  • A calorimetric and spectroscopic comparison of the effects of cholesterol and its immediate biosynthetic precursors 7-dehydrocholesterol and desmosterol on the thermotropic phase behavior and organization of dipalmitoylphosphatidylcholine bilayer membrane

    abstract::We performed differential scanning calorimetric (DSC) and Fourier transform infrared (FTIR) spectroscopic studies of the effects of cholesterol (CHOL), 7-dehydrocholeterol (7DHC) and desmosterol (DES) on the thermotropic phase behavior and organization of dipalmitoylphosphatidylcholine (DPPC) bilayer membranes. 7DHC a...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/j.chemphyslip.2015.09.002

    authors: Benesch MG,Lewis RN,McElhaney RN

    更新日期:2015-10-01 00:00:00

  • Isolation and identification of phospholipid molecular species in alpha wild marine shrimp Penaeus kerathurus muscle and cephalothorax.

    abstract::The concentration of TL in Penaeus kerathurus muscle and cephalothorax was 1.03+/-0.04 (75.9+/-0.8% of which was PhL) and 2.36+/-0.07% (45.5+/-0.8% of which was PhL) of the wet tissue, respectively. The phosphatidylethanolamine represented 26.4+/-0.6% (85.6% diacyl- and 14.4% alkyl-acyl- or alkenyl-acyl-analogues) of ...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/j.chemphyslip.2008.01.003

    authors: Miniadis-Meimaroglou S,Kora L,Sinanoglou VJ

    更新日期:2008-04-01 00:00:00

  • Diverse rare lipid-related metabolites including ω-7 and ω-9 alkenylitaconic acids (ceriporic acids) secreted by a selective white rot fungus, Ceriporiopsis subvermispora.

    abstract::Ceriporiopsis subvermispora is a selective white-rot fungus that secretes alk(en)ylitaconic acids named ceriporic acids, known as ion redox silencers. In this study, we analysed a series of extracellular lipid-related metabolites produced by the fungus and found that a wide variety of ceriporic acids and fatty acids, ...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/j.chemphyslip.2011.10.007

    authors: Nishimura H,Murayama K,Watanabe T,Honda Y,Watanabe T

    更新日期:2012-01-01 00:00:00

  • A fluorescence quenching study on protoporphyrin IX in a model membrane system.

    abstract::The interaction of protoporphyrin IX (3,7,12,15-tetramethyl-8, 13-divinyl-2,18-porphyrine-dipropionic acid) (PPIX) with unilamellar dimyristoyl-L-alpha-phosphatidylcholine (DMPC) phospholipid vesicles has been studied by means of steady-state fluorescence quenching spectroscopy. The method of fluorescence-quenching-re...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/0009-3084(96)02605-9

    authors: Kuszaj S,Kaszycki P,Wasylewski Z

    更新日期:1996-09-30 00:00:00

  • Ether lipids in biomembranes.

    abstract::Plasmalogens (1-O-1'-alkenyl-2-acylglycerophospholipids) and to a lesser extent the 1-O-alkyl analogs are ubiquitous and in some cases major constituents of mammalian cellular membranes and of anaerobic bacteria. In archaebacteria polar lipids of the cell envelope are either diphytanylglycerolipids or bipolar macrocyc...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章,评审

    doi:10.1016/0009-3084(94)90054-x

    authors: Paltauf F

    更新日期:1994-12-01 00:00:00

  • Effects of polyunsaturated fatty acids and of their oxidation products on cell survival.

    abstract::The stimulatory, cytostatic and cytotoxic effects of polyunsaturated fatty acids, prostaglandins, thromboxanes, hydroperoxy fatty acids, hydroxy fatty acids and leukotrienes on normal and tumor cells are described. Their effects are related to the ability of the cells to undergo lipid peroxidation. The significance of...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章,评审

    doi:10.1016/0009-3084(87)90069-7

    authors: Bégin ME

    更新日期:1987-11-01 00:00:00

  • Isolation and purification of Lea blood-group active and related glycolipids from human plasma of blood-group A Lea individuals.

    abstract::From 81 of human plasma of blood-group A Lea nonsecretors three different Lea blood-group active ceramide pentasaccharides (a total of 4.65 mg) have been isolated, all revealing glucose, galactose, N-acetylglucosamine and fucose in molar ratios of 1 : 2 : 1 : 1 as determined by gas liquid chromatography. A fourth bloo...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/0009-3084(78)90040-3

    authors: Hanfland P,Kladetzky RG,Egli H

    更新日期:1978-09-01 00:00:00

  • Cannabinoid receptors and the regulation of immune response.

    abstract::Cannabinoid research underwent a tremendous increase during the last 10 years. This progress was made possible by the discovery of cannabinoid receptors and the endogenous ligands for these receptors. Cannabinoid research is developing in two major directions: neurobehavioral properties of cannabinoids and the impact ...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章,评审

    doi:10.1016/s0009-3084(00)00195-x

    authors: Berdyshev EV

    更新日期:2000-11-01 00:00:00

  • Growth of cationic lipid toward bilayer lipid membrane by solution spreading: scanning probe microscopy study.

    abstract::The growth of cationic lipid dioctadecyldimethylammonium bromide (DODAB) toward bilayer lipid membrane (BLM) by solution spreading on cleaved mica surface was studied by atomic force microscopy (AFM). Bilayer of DODAB was formed by exposing mica to a solution of DODAB in chloroform and subsequently immersing into pota...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/s0009-3084(02)00195-0

    authors: Wang L,Song Y,Han X,Zhang B,Wang E

    更新日期:2003-04-01 00:00:00

  • Preparation of omega-functionalized eicosane-phosphate building blocks.

    abstract::New 1,20-substituted eicosanes carrying phosphate headgroups and readily derivatizable thiol, maleimido, and activated carboxylic ester moieties were prepared. The C20-backbone of these molecules was assembled by a halopolycarbon homologation from 1,8-dichlorooctane and 1,6-dibromohexane. 20-Mercapto- and 20-maleimido...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/j.chemphyslip.2004.09.016

    authors: Jablonkai I,Oroszlan P

    更新日期:2005-01-01 00:00:00

  • Short-lived fluorescence component of DPH reports on lipid--water interface of biological membranes.

    abstract::Fluorescence measurements of 1,6-diphenyl-1,3,5-hexatriene (DPH) in large unilamellar phospholipid vesicles were performed to characterize the influence of the membrane physical properties on the short-lived lifetime component of the fluorescence decay. We have found that the short-lived component of DPH significantly...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/j.chemphyslip.2004.02.005

    authors: Konopásek I,Vecer J,Strzalka K,Amler E

    更新日期:2004-07-01 00:00:00

  • The effect of non-deuterated and deuterated isopropyl myristate on the thermodynamical and structural behavior of a 2D Stratum Corneum model with Ceramide [AP].

    abstract::Isopropyl myristate (IPM) is a widely used penetration enhancer in pharmaceutical formulations, however, its mechanism of action on a molecular scale is still not completely understood. Previous work using a quaternary Stratum Corneum (SC) lipid model in bulk suggested the incorporation of isopropyl myristate into the...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/j.chemphyslip.2017.02.002

    authors: Oliveira JS,Lange S,Dobner B,Brezesinski G

    更新日期:2017-04-01 00:00:00

  • Cholesterol-induced suppression of membrane elastic fluctuations at the atomistic level.

    abstract::Applications of solid-state NMR spectroscopy for investigating the influences of lipid-cholesterol interactions on membrane fluctuations are reviewed in this paper. Emphasis is placed on understanding the energy landscapes and fluctuations at an emergent atomistic level. Solid-state (2)H NMR spectroscopy directly meas...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章,评审

    doi:10.1016/j.chemphyslip.2016.05.001

    authors: Molugu TR,Brown MF

    更新日期:2016-09-01 00:00:00

  • Preparation of 1-acyl-2-succinyl glycero-3-phosphorylcholine and evidence against its involvement in succinate dehydrogenase action.

    abstract::1-Acyl-2-succinyl glycero-3-phosphorylcholine (GPC) was synthesized and its properties described. Although 1-acyl-2-succinyl GPC is a good substrate for succinate dehydrogenase, experiments on the incorporation of [2,3-14C] succinate into mitochondrial lipids gave no evidence to indicate that it is an intermediate in ...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/0009-3084(76)90042-6

    authors: Brain FH,Davison AN

    更新日期:1976-11-01 00:00:00

  • The total synthesis of 2-O-arachidonoyl-1-O-stearoyl-sn-glycero-3-phosphocholine-1,3,1'-(13)C3 and -2,1'-(13)C2 by a novel chemoenzymatic method.

    abstract::2-O-Arachidonoyl-1-O-stearoyl-sn-glycero-3-phosphocholine was synthesized with carbon-13 enrichment of the three glycerol carbons and the carbonyl of the stearoyl group. Phospholipase A(2) was utilized to give optically pure lyso-PC, and only 3% acyl migration occurred during reacylation with arachidonic acid anhydrid...

    journal_title:Chemistry and physics of lipids

    pub_type: 杂志文章

    doi:10.1016/j.chemphyslip.2009.08.001

    authors: Duclos RI Jr

    更新日期:2010-01-01 00:00:00